People passing by a betting office advertising board (Artur Widak/Getty Images)

They’re the same picture

Gen Z trades stocks the same way it gambles

Young people have high risk tolerance. More news at 11.

7/14/25 11:02AM

A friend passed along a recent blog post from Drive by DraftKings, a venture capital firm whose founding partners include (wait for it) DraftKings, titled, “The Gen Z Effect: The Behavioral Shift Shaping Gaming, Fandom, and Human Performance.”

Here’s a passage that piqued my interest (emphasis added)

“Gen Z’s approach to gaming is clear. They gravitate toward formats that are fast, emotionally charged, and offer the chance at a meaningful payoff. Traditional, slow-paced gameplay is losing ground to experiences that deliver instant feedback and the possibility of an outsized win.

This is why crash games, meme stocks, and parlay bets have gained so much traction with this generation. These formats share a common formula: low-cost entry, high potential upside, and just enough unpredictability to keep things exciting. A recent Morgan Stanley survey found that 60% of bettors aged 21 to 34 have placed parlays, a rate nearly 30% higher than the overall population. Similarly, around 30% of US stock investors aged 18 to 24 have invested in meme stocks compared to 12% of investors ages 45-54.

It’s not just the payout that attracts Gen Z. It’s the emotional volatility, the rush of possibility, and the shareable nature of “just-missed” or jackpot moments. The appeal is simple: put down a small amount, take a swing, and hope to hit it big. Most of these bets won’t pay off, but the ones that do tend to go viral. Social media elevates these wins, creating a sense of FOMO that draws others in. It becomes a feedback loop of visibility, aspiration, and repeat behavior, which keeps Gen Z highly engaged and emotionally invested in the experience.”

To riff on this conception of a “common formula” between parlays and meme stock punts, which often take place through the options market to access embedded leverage:

Both parlays and short-term options punts are examples of things where you need multiple things to go right to win. In parlays, it’s discrete (usually sports-related) outcomes; in options, you need to get the direction and magnitude right by a certain point in time.

This is why I love the use of options as a storytelling device: they are always and everywhere a greed, fear, or complacency play built around a specific date by which something needs to either happen or not happen. There’s a subject, verb, and time.

“I think one thing that’s very clear about Gen Z is that they’ve repeatedly been told nobody is coming to save you,” Emily Sundberg, author of the Feed Me Substack, said at a live taping of Bloomberg’s Odd Lots podcast. “You hear this sense of ‘get the bag while the world is still here for you to make some money out of it.’”

Kind of ironic that the generation that thinks nothing in the world is going right for them seeks out betting and trading structures that require multiple things to go right to profit.

Is this really a Gen Z thing, though?

One can quibble about some of this line of thought. And I will. The 2021 meme stock boom was occurring when the average member of Gen Z was just in their early high school years. I doubt many of them were part of the Apes Together Strong crew.

The “YOLO” catchphrase that serves as a shorthand for the kind of “eff it, we ball” approach to life was popularized by a somewhat seasoned millennial.

And to dodge any accusations of millennial-boosting, manias have existed well before we were a twinkle in our boomer parents’ eyes and will continue to persist long after we’re ashes. To this author, a person’s willingness to dive headfirst into booms is much more defined by their stage of life rather than the generation they belong to. Oh, to be young…

Gen Z likes structures with huge payoffs that often end in busts? How convenient for the VC firm, which concludes that the shifts in Gen Z behavior “reinforce why we focus where we do — on the edge of behavioral change, where category defining companies are born,” highlighting portfolio companies Triumph and Picklebet as great examples of firms whose products have been built for this generation.

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J. Edward Moreno2/27/26

Trump says he has ordered all federal agencies to cease use of Anthropic’s products

President Trump said he has ordered all federal agencies to “IMMEDIATELY CEASE all use of Anthropic’s technology” as the AI startup and the federal government disagree over safety guardrails.

Anthropic has reportedly clashed with the Pentagon after its tools were used to surveil and ultimately detain Venezuela’s president, Nicolás Maduro, which the company says is against its policies. The startup had until today to reach a deal with the government, and the president’s statement suggests an accord wasn’t reached.

“The Leftwing nut jobs at Anthropic have made a DISASTROUS MISTAKE trying to STRONG-ARM the Department of War, and force them to obey their Terms of Service instead of our Constitution,” the president wrote in a Truth Social post. “Their selfishness is putting AMERICAN LIVES at risk, our Troops in danger, and our National Security in JEOPARDY.”

Trump said agencies like the Pentagon will phase out Anthropic’s products over the next six months.

“Anthropic better get their act together, and be helpful during this phase out period, or I will use the Full Power of the Presidency to make them comply, with major civil and criminal consequences to follow,” Trump said.

Tasha Matsumoto

2/27/26

Tech and financials weigh on stocks as credit risks rise

Markets shifted to risk-off mode on hotter-than-expected producer prices and rising credit risks.

Staley Da Bear mascot sits in the endzone during the game between the Chicago Bears and the Green Bay Packers at Soldier Field on September 13, 2015 in Chicago, Illinois.

Matt Phillips2/27/26

Rocket Lab dives on new delay for Neutron

Shares of retail favorite Rocket Lab plunged Friday after the company pushed back plans for the first launch of its bigger Neutron rocket to the fourth quarter of 2026.

Neutron was originally set launch in late 2025. That plan was scrapped in November, with the new target date set broadly for the middle of 2026.

As CEO Peter Beck laid out for Sherwood News in an interview, Neutron is the cornerstone of the money-losing company’s plans to leap to profitability, as it will enable Rocket Lab to enter the market for larger, and more lucrative, payload launches. That market is currently dominated by Elon Musk’s SpaceX.

In January, one of Neutron’s fuel tanks ruptured during a test, necessitating construction of another, as well as some design changes. During the company’s post-earnings conference call last night, Beck told analysts Neutron’s first launch is now expected during the fourth quarter of 2026.

“Neutron is still scheduled to come to market in an incredibly aggressive time frame,” Beck said.

Judging by the stumble for the shares, which by around 1:30 p.m. ET were on track for their worst drop since last fall, investors are not buoyed by those assurances.

Rocket Lab beats expectations on Q4 sales, per-share loss

“Neutron is still scheduled to come to market in an incredibly aggressive time frame,” Beck said.

Judging by the stumble for the shares, which by around 1:30 p.m. ET were on track for their worst drop since last fall, investors are not buoyed by those assurances.

Matt Phillips2/27/26

Dorsey swings the axe at Block in “extreme step” to “replace human labor with compute power”

The market clearly loves it. Jack Dorsey’s decision to axe some 4,000 workers has kicked off what is on track to be Block’s best day in the stock market in over three years.

The takeaways from analysts who have followed the stock — down about 80% from its August 2021 peak — are a bit more nuanced:

Evercore ISI: “Mgmt is explicitly redesigning Block as an ‘AI-native’ organization — embedding automation and efficiency tools across product development, underwriting, operations, and customer interfaces. The financial implications are significant: FY26 Adjusted Operating Income guidance of $3.2B (26% margin) sits materially above mgmt’s prior expectations at the Investor Day just a few months ago, signaling confidence that AI-driven efficiencies can expand margins structurally while sustaining or potentially accelerating product velocity.”

Morgan Stanley: “Cutting 40% of employees (to ~6,000 from ~10,000) encapsulates XYZ’s undertaking that it is now prepared to replace human labor with compute power. We certainly view it as an audacious move by the management, but one that is not without preparation... The reduced headcount should now drive a marked improvement in the gross profit/employee metric, which we expect will justify expanded valuation premium.”

Piper Sandler: “Dorsey characterized the move as a proactive step to make way for AI related productivity gains. The cost saves from lower headcount drive a $500M increase in Block’s Adjusted EBIT guidance for 2026 — now $3.2B vs. $2.7B at investor day just 3 months ago. Bottom line, while the right sizing from XYZ is being well received by investors and should boost short-term profitability, it seems like an extreme step, and we remain skeptical of XYZ’s longer term growth profile.”

Citi: “Several times during the Q&A, the sell side probed management’s comfort with carrying out the major headcount reduction in parallel with more extensive and more effective GenAI use over a roughly two quarter timespan. On the one hand, Block seemed confident in the organization’s ability to adapt and rise to the challenge, but on the other hand, we are aware that a 40% reduction in heads should generate many empty seats. While we believe it more likely for XYZ to succeed here, we think that more reassurance can surface should XYZ continue to do as they plan.”

RBC Capital: “The main question from investors thus far — is this just legacy bloat or real AI enhancements — only time will tell, but it feels like a combination of both... While AI efficiencies no doubt played a key role in a reduction in force of this magnitude, we also believe XYZ was moving in a direction to materially shrink the organization.”

Block soars after announcing 40% workforce cut amid AI push

Evercore ISI: “Mgmt is explicitly redesigning Block as an ‘AI-native’ organization — embedding automation and efficiency tools across product development, underwriting, operations, and customer interfaces. The financial implications are significant: FY26 Adjusted Operating Income guidance of $3.2B (26% margin) sits materially above mgmt’s prior expectations at the Investor Day just a few months ago, signaling confidence that AI-driven efficiencies can expand margins structurally while sustaining or potentially accelerating product velocity.”

Morgan Stanley: “Cutting 40% of employees (to ~6,000 from ~10,000) encapsulates XYZ’s undertaking that it is now prepared to replace human labor with compute power. We certainly view it as an audacious move by the management, but one that is not without preparation... The reduced headcount should now drive a marked improvement in the gross profit/employee metric, which we expect will justify expanded valuation premium.”

Piper Sandler: “Dorsey characterized the move as a proactive step to make way for AI related productivity gains. The cost saves from lower headcount drive a $500M increase in Block’s Adjusted EBIT guidance for 2026 — now $3.2B vs. $2.7B at investor day just 3 months ago. Bottom line, while the right sizing from XYZ is being well received by investors and should boost short-term profitability, it seems like an extreme step, and we remain skeptical of XYZ’s longer term growth profile.”

Citi: “Several times during the Q&A, the sell side probed management’s comfort with carrying out the major headcount reduction in parallel with more extensive and more effective GenAI use over a roughly two quarter timespan. On the one hand, Block seemed confident in the organization’s ability to adapt and rise to the challenge, but on the other hand, we are aware that a 40% reduction in heads should generate many empty seats. While we believe it more likely for XYZ to succeed here, we think that more reassurance can surface should XYZ continue to do as they plan.”

RBC Capital: “The main question from investors thus far — is this just legacy bloat or real AI enhancements — only time will tell, but it feels like a combination of both... While AI efficiencies no doubt played a key role in a reduction in force of this magnitude, we also believe XYZ was moving in a direction to materially shrink the organization.”

Luke Kawa2/27/26

The return of AI credit risk is crushing data center stocks, tipping over other speculative trades in the process

The upstarts participating in the disruptive industry of today as well as the speculative trades that mark the industries of the future are getting crushed on Friday.

It’s a sign of the creeping investor revolt against the capex binge.

The poster child for the move is CoreWeave, which is sinking after reporting Q4 capex figures that were larger than expected along with a 2026 investment budget that also surprised to the upside.

Neoclouds and data center companies like Nebius, IREN, Applied Digital, and Cipher Mining are also getting whacked. So too are the quantum computing companies: IonQ, D-Wave Quantum, Rigetti Computing, and Infleqtion.

What’s the common link between these two things?

Well, as we’ve discussed, speculative stocks tend to have common owners and trade in a relatively correlated fashion. And once again, this simultaneous swoon is coinciding with a perceived escalation in AI credit risk.

These smaller AI companies that have effectively bet their existence on this boom and the willingness of capital markets to fund their expansion plans would have the most to lose if either demand or access to credit shrinks. And, of course, the latter would impact other companies in nascent industries that need capital to grow.

The private credit industry, which has been broadly overweight software companies in their lending activities, is coming under severe pressure as those firms face competition from AI tools.

Block’s job cuts, regardless of any previous mismanagement CEO Jack Dorsey is willing to cop to, will do little to allay fears that software executives may take dramatic actions to grapple with the impacts of this emergent technology.

Meanwhile, the source of that disruption — AI — is also continuing to suck in a lot of capital without much in the way of returns. It feels like the credit market simultaneously doesn’t want to fund software because of the AI disruption threat and doesn’t want to fund upstart AI firms because of the lack of visibility into free cash flow generation. Not great, Bob!

Oracle, the large-cap stock most used as a barometer for AI credit risk, enjoyed a sharp improvement in its perceived creditworthiness after management said on February 1 that about half their funding needs this year would come from equity, rather than fully from debt. Now, its five-year credit default swap spreads are poised to close at their widest level since 2009.

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